SYNTHESIS AND FEATURES OF CHEMICAL BEHAVIOR OF P(III)-PHOSPHORYLATED 2-AMINOPYRIDINES AND THEIR DERIVATIVES
A series of derivatives of 2-aminopyridine, 2-(ethylamino)pyridine, and 1-ethyl-2-imino-1,2-dihydropyridine formed with diisopropylphosphinous esters were obtained.The structure of the compounds was studied. (2-Pyridylamino)diisopropylphosphine was alkylated with triethyloxonium tetrafluoroborate to a quasiphosphonium salt and was protonated with hydrogen chloride at the endocyclic nitrogen atom to give a pyridinium salt.Protonation with fluoroboric acid results in a complex mixture of three products.The methanolysis of P(III)-phosphorylated 2-aminopyridines and their derivatives was studied.These investigations demonstrated that amides capable of prototropic transformations exhibit markedly enhanced phosphorylating activity.
Grachev, M. K.,Kurochkina, G. I.,Bekker, A. R.,Vasyanina, L. K.,Nifant'ev, E. E.